Diethyl cyanophosphonate → n-(4-(5-((Benzyl(methyl)amino)methyl)-1-(2,6-difluorobenzyl)-3-(4-(1-hydroxy-1-methylethyl)phenyl)-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl)phenyl)-n'-methoxyurea

HRID 556513

反応式

HRID 556513 の反応式
[CH2:1]([N:8]([CH2:10][C:11]1[C:12]([C:43]([OH:45])=O)=[C:13]([N:28]([CH2:34][C:35]2[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:36]=2[F:42])[C:29](OCC)=[O:30])[S:14][C:15]=1[C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][O:26][CH3:27])=[O:24])=[CH:18][CH:17]=1)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(C#N)(OCC)(OCC)=O.[OH:56][C:57]([C:60]1[CH:66]=[CH:65][C:63]([NH2:64])=[CH:62][CH:61]=1)([CH3:59])[CH3:58].C(N(C(C)C)C(C)C)C.[O-]CC.[Na+]>C(O)C>[CH2:1]([N:8]([CH2:10][C:11]1[C:12]2[C:43](=[O:45])[N:64]([C:63]3[CH:62]=[CH:61][C:60]([C:57]([OH:56])([CH3:58])[CH3:59])=[CH:66][CH:65]=3)[C:29](=[O:30])[N:28]([CH2:34][C:35]3[C:36]([F:42])=[CH:37][CH:38]=[CH:39][C:40]=3[F:41])[C:13]=2[S:14][C:15]=1[C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][O:26][CH3:27])=[O:24])=[CH:18][CH:17]=1)[CH3:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 5

HCID 76257Diethyl cyanophosphonateHCID 81531DiisopropylethylamineHCID 2723922Sodium ethoxideHCID 95432612-(4-Aminophenyl)propan-2-olHCID 183248004-((Benzyl(methyl)amino)methyl)-2-((2,6-difluorobenzyl)(ethoxycarbonyl)amino)-5-(4-(3-methoxyureido)phenyl)thiophene-3-carboxylic acid

生成物 1

HCID 59000902n-(4-(5-((Benzyl(methyl)amino)methyl)-1-(2,6-difluorobenzyl)-3-(4-(1-hydroxy-1-methylethyl)phenyl)-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl)phenyl)-n'-methoxyurea収率 21.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The similar reaction as described in Example 40 by using 4-(N-benzyl-N-methylaminomethyl)-2-[N-(2,6-difluorobenzyl)-N-ethoxycarbonylamino]-5-[4-(3-methoxyureido)phenyl]thiophene-3-carboxylic acid (470 mg), diethyl cyanophosphate (167 μl), 4-(1-hydroxy-1-methylethyl)aniline (166 mg) and N-ethyldiisopropylamine (209 μl) gave a crude amide (422 mg). Furthermore, the similar reaction by using ethanol (25.5 ml) and sodium ethoxide (70 mg) gave the title compound (113 mg).

後処理

  1. customThe similar reaction
  2. customgave a crude amide (422 mg)
  3. customFurthermore, the similar reaction

出典と根拠

ORDレコード
ord-2871feba48bc496b84b7b62d843d8189
出典データセット
uspto-grants-2011_11
特許番号
US08058280B2

関連ノート

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